CH316629A - Process for the preparation of a hydrazone of a heterocyclic aldehyde - Google Patents

Process for the preparation of a hydrazone of a heterocyclic aldehyde

Info

Publication number
CH316629A
CH316629A CH316629DA CH316629A CH 316629 A CH316629 A CH 316629A CH 316629D A CH316629D A CH 316629DA CH 316629 A CH316629 A CH 316629A
Authority
CH
Switzerland
Prior art keywords
hydrazone
preparation
heterocyclic aldehyde
nitro
nicotinic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Hans-Albert Dr Offe
Werner Dr Siefken
Domagk Gerhard Prof Dr Dr H C
Original Assignee
Bayer Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Ag filed Critical Bayer Ag
Publication of CH316629A publication Critical patent/CH316629A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/88—Nicotinoylhydrazones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     Hydrazons    eines     heterocyclischen    Aldehyds         Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines neuen       Hydrazons    eines     heteroeyclischen    Aldehyds,  das dadurch gekennzeichnet ist, dass man       5-Nitro-furfurol    mit     Nikotinsäurehydrazid     umsetzt. Das so erhaltene     5-Nitro-furfurol-          nikotinsäurehvdrazon    schmilzt bei 240-242  C  unter Zersetzung. Es soll als Arzneimittel  Verwendung finden.

      <I>Beispiel</I>  6,8 Gewichtsteile     Nikotinsäurehydrazid    wer  den in 1.00-150     Volumteilen    Methanol mit  i Gewichtsteilen     5-Nitro-furfurol    versetzt und  11/2 Stunde rückfliessend erwärmt. Aus der  dunkelrot werdenden Lösung kristallisiert das       5-Nitro-furfurol-nikotinsäurehvdrazon    schon    in der Wärme aus. Es wird nach dem Erkal  ten     abgenutscht    und mit Methanol nachgewa  schen, bis der Waschalkohol farblos abläuft.  Die erhaltenen gelben Kristalle schmelzen un  ter Zersetzung bei 240-242  C.



  Process for the preparation of a hydrazone of a heterocyclic aldehyde The present patent relates to a process for the preparation of a new hydrazone of a heterocyclic aldehyde, which is characterized in that 5-nitro-furfural is reacted with nicotinic acid hydrazide. The 5-nitro-furfurolinicotinic acid hydrazone thus obtained melts at 240-242 C with decomposition. It is said to be used as a medicine.

      <I> Example </I> 6.8 parts by weight of nicotinic acid hydrazide are mixed with 1 part by weight of 5-nitro-furfural in 1.00-150 parts by volume of methanol and refluxed for 11/2 hours. The 5-nitro-furfural-nicotinic acid hydrazone crystallizes out of the dark red solution when it is warm. After cooling, it is suction filtered and rewashed with methanol until the washing alcohol runs off colorless. The yellow crystals obtained melt with decomposition at 240-242 C.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Hy- drafons eines heterocyelischen Aldehyds, da- c7.ureh gekennzeichnet, dass man 5-Nitro-fur- furol mit Nikotinsäurehydrazid umsetzt. Das so erhaltene 5-Nitro-furfurol-nikotin- säurehy drazon schmilzt bei 240-242 C unter Zersetzung. PATENT CLAIM A process for the production of a hydrafon of a heterocyclic aldehyde, characterized in that 5-nitro-furorol is reacted with nicotinic acid hydrazide. The 5-nitro-furfural-nicotinic acid hydrazon thus obtained melts at 240-242 ° C. with decomposition.
CH316629D 1951-12-22 1952-11-12 Process for the preparation of a hydrazone of a heterocyclic aldehyde CH316629A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE316629X 1951-12-22
CH313876T 1952-11-12

Publications (1)

Publication Number Publication Date
CH316629A true CH316629A (en) 1956-10-15

Family

ID=25735981

Family Applications (1)

Application Number Title Priority Date Filing Date
CH316629D CH316629A (en) 1951-12-22 1952-11-12 Process for the preparation of a hydrazone of a heterocyclic aldehyde

Country Status (1)

Country Link
CH (1) CH316629A (en)

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